# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 02:11:07 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: (2S,5R)-5-pentyltetrahydrofuran-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC[C@@H]1CC[C@@H](O)O1
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 HNB  HNB  (2S,5R)-5-pentyltetrahydrofuran-2-ol  ligand  29  11  .  2021-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_HNB
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 HNB  C1   C  CR15  0   0.296  -2.7903   0.6484  -0.4639
 HNB  C2   C  CH2   0  -0.547  -3.3163  -0.6944   0.0480
 HNB  C3   C  CH2   0  -0.457  -2.0712  -1.5681   0.1171
 HNB  C4   C  CR15  0   0.059  -0.9891  -0.5414   0.4221
 HNB  C5   C  CH2   0  -0.441   0.4144  -0.9498   0.0256
 HNB  C6   C  CH2   0  -0.416   1.4762   0.1035   0.3217
 HNB  C7   C  CH2   0  -0.408   2.8779  -0.3418  -0.0754
 HNB  C8   C  CH2   0  -0.418   3.9420   0.7138   0.1996
 HNB  C9   C  CH3   0  -0.663   5.3395   0.2678  -0.2065
 HNB  O4   O  O     0  -0.520  -1.3871   0.6029  -0.3297
 HNB  O1   O  OH1   0  -0.668  -3.3552   1.6816   0.2826
 HNB  H3   H  HCH2  0   0.245  -2.1350  -2.3468   0.8767
 HNB  H4   H  HCR5  0   0.201  -1.0035  -0.3047   1.4973
 HNB  H1   H  HCR5  0   0.202  -3.0019   0.7954  -1.5298
 HNB  HO1  H  HOH1  0   0.455  -3.1897   2.5175  -0.1654
 HNB  H12  H  HCH2  0   0.243  -3.7421  -0.5572   1.0450
 HNB  H22  H  HCH2  0   0.256  -4.0995  -1.0985  -0.5927
 HNB  H15  H  HCH2  0   0.223   0.6605  -1.8715   0.5633
 HNB  H25  H  HCH2  0   0.214   0.4250  -1.2041  -1.0400
 HNB  H16  H  HCH2  0   0.216   1.2300   1.0316  -0.2026
 HNB  H26  H  HCH2  0   0.208   1.4598   0.3433   1.3905
 HNB  H17  H  HCH2  0   0.207   3.1361  -1.2640   0.4575
 HNB  H27  H  HCH2  0   0.207   2.8896  -0.5966  -1.1410
 HNB  H18  H  HCH2  0   0.210   3.6793   1.6346  -0.3306
 HNB  H28  H  HCH2  0   0.210   3.9336   0.9661   1.2644
 HNB  H19  H  HCH3  0   0.226   6.0826   1.0393  -0.0009
 HNB  H29  H  HCH3  0   0.216   5.6401  -0.6302   0.3367
 HNB  H39  H  HCH3  0   0.215   5.3881   0.0382  -1.2727
 HNB  H3A  H  HCH2  0   0.230  -1.8707  -2.0486  -0.8446

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 HNB  O4   C1   single  1.410  0.020  1.410
 HNB  H1   C1   single  0.970  0.020  1.090
 HNB  O1   C1   single  1.394  0.020  1.394
 HNB  C1   C2   single  1.530  0.020  1.530
 HNB  C3   C2   single  1.523  0.020  1.523
 HNB  C2   H22  single  0.970  0.020  1.090
 HNB  C2   H12  single  0.970  0.020  1.090
 HNB  C4   C3   single  1.522  0.020  1.522
 HNB  C3   H3   single  0.970  0.020  1.090
 HNB  C3   H3A  single  0.970  0.020  1.090
 HNB  C5   C4   single  1.515  0.020  1.515
 HNB  O4   C4   single  1.426  0.020  1.426
 HNB  C4   H4   single  0.970  0.020  1.090
 HNB  C6   C5   single  1.525  0.020  1.525
 HNB  H25  C5   single  0.970  0.020  1.090
 HNB  C5   H15  single  0.970  0.020  1.090
 HNB  H26  C6   single  0.970  0.020  1.090
 HNB  H16  C6   single  0.970  0.020  1.090
 HNB  C6   C7   single  1.523  0.020  1.523
 HNB  H27  C7   single  0.970  0.020  1.090
 HNB  C7   C8   single  1.524  0.020  1.524
 HNB  C7   H17  single  0.970  0.020  1.090
 HNB  H18  C8   single  0.970  0.020  1.090
 HNB  C8   C9   single  1.522  0.020  1.522
 HNB  C8   H28  single  0.970  0.020  1.090
 HNB  H39  C9   single  0.970  0.020  1.090
 HNB  C9   H19  single  0.970  0.020  1.090
 HNB  C9   H29  single  0.970  0.020  1.090
 HNB  HO1  O1   single  0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 HNB  H1   C1  O1   110.06  3.000
 HNB  O1   C1  O4   112.09  3.000
 HNB  H1   C1  O4   106.78  3.000
 HNB  O1   C1  C2   109.39  3.000
 HNB  H1   C1  C2   112.11  3.000
 HNB  O4   C1  C2   106.37  3.000
 HNB  H22  C2  H12  107.63  3.000
 HNB  H12  C2  C3   110.44  3.000
 HNB  H22  C2  C3   113.69  3.000
 HNB  H12  C2  C1   109.20  3.000
 HNB  H22  C2  C1   112.07  3.000
 HNB  C3   C2  C1   103.75  3.000
 HNB  H3A  C3  H3   108.04  3.000
 HNB  H3A  C3  C4   110.01  3.000
 HNB  H3   C3  C4   112.57  3.000
 HNB  H3A  C3  C2   111.23  3.000
 HNB  H3   C3  C2   113.19  3.000
 HNB  C4   C3  C2   101.73  3.000
 HNB  H4   C4  O4   109.79  3.000
 HNB  H4   C4  C5   109.01  3.000
 HNB  O4   C4  C5   109.69  3.000
 HNB  H4   C4  C3   109.35  3.000
 HNB  O4   C4  C3   103.72  3.000
 HNB  C5   C4  C3   115.11  3.000
 HNB  H25  C5  H15  106.27  3.000
 HNB  H15  C5  C6   109.25  3.000
 HNB  H25  C5  C6   110.03  3.000
 HNB  H15  C5  C4   107.85  3.000
 HNB  H25  C5  C4   109.03  3.000
 HNB  C6   C5  C4   114.09  3.000
 HNB  H26  C6  H16  106.17  3.000
 HNB  H16  C6  C7   109.28  3.000
 HNB  H26  C6  C7   109.39  3.000
 HNB  C7   C6  C5   112.84  3.000
 HNB  H16  C6  C5   109.66  3.000
 HNB  H26  C6  C5   109.29  3.000
 HNB  H27  C7  H17  105.95  3.000
 HNB  H17  C7  C8   109.31  3.000
 HNB  H27  C7  C8   109.21  3.000
 HNB  H17  C7  C6   109.63  3.000
 HNB  C8   C7  C6   113.14  3.000
 HNB  H27  C7  C6   109.35  3.000
 HNB  H28  C8  H18  106.00  3.000
 HNB  H28  C8  C9   109.53  3.000
 HNB  H18  C8  C9   109.73  3.000
 HNB  H28  C8  C7   109.26  3.000
 HNB  C9   C8  C7   112.95  3.000
 HNB  H18  C8  C7   109.13  3.000
 HNB  H39  C9  H29  107.50  3.000
 HNB  H29  C9  H19  107.49  3.000
 HNB  H39  C9  H19  107.61  3.000
 HNB  H29  C9  C8   111.16  3.000
 HNB  H19  C9  C8   111.59  3.000
 HNB  H39  C9  C8   111.29  3.000
 HNB  C4   O4  C1   110.72  3.000
 HNB  HO1  O1  C1   108.94  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 HNB  Var_01  C4   C3  C2  C1    30.76  30.0  1
 HNB  Var_02  C7   C6  C5  C4   179.43  30.0  1
 HNB  Var_03  C8   C7  C6  C5   179.19  30.0  3
 HNB  Var_04  C9   C8  C7  C6  -179.65  30.0  3
 HNB  Var_05  H39  C9  C8  C7    59.74  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HNB  chir_01  C1  O4  O1  C2  positiv
 HNB  chir_02  C4  O4  C3  C5  negativ

